Reacción #1275

ord-0d0c32a5746a47be8dab7284d54a01f0

Ecuación de reacción

[Na+].[OH-]
sodium hydroxide
O=S(=O)(O)O
sulfuric acid
O[C@@H]1Cc2ccccc2[C@H]1O
Trans-1,2-indandiol
CC#N
acetonitrile
CC#N
acetonitrile
O
Water
N[C@@H]1c2ccccc2C[C@@H]1O
cis-1-amino-2-indanol
Rendimiento 63.0%

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was gradually warmed to 20° C. and aged to 3 hours
  2. 2
    Temperaturathe mixture heated to reflux
  3. 3
    OtroThe resulting solid was removed by filtration

Procedimiento

Trans-1,2-indandiol (1.5 g) was dissolved in acetonitrile (25 mL) cooled to 0° C., and concentrated sulfuric acid (1.1 mL) was added. The mixture was gradually warmed to 20° C. and aged to 3 hours. Water (2 mL) was added and the mixture heated to reflux. Concentrated aqueous sodium hydroxide was added to adjust the pH to 12. The resulting solid was removed by filtration to provide an aqueous acetonitrile solution of cis-1-amino-2-indanol (1.02 g, 63% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723615uspto-grants-1998_03